Highland Lake
Homes for Sale in Clearwater, FL
All 1,140 homes for sale in Clearwater, FL · median $284,950 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 13 closed sales in Highland Lake Add 02 in Clearwater, FL since 2006, the most recent in March 2017. Across Clearwater as a whole, 1,267 homes closed in the last 12 months at a median of $315,000, 49 median days on market, with 393 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,110 ($5,290 with the full homestead exemption).
Part of Highland Lake Add, Clearwater, FL — see all Highland Lake Add homes for sale (3 listings across 5 sections in the MLS).

Highland Lake Add 02 is an older Clearwater subdivision — homes here date back to 1915, with a median build year of 1958, so most of the stock predates modern construction standards by decades. That age spread is the real driver of value: two houses on the same street can carry very different price stories depending on whether the electrical, roof, and plumbing have been updated or left original.
A 70% homestead share tells you most owners here are living in the home as a primary residence rather than flipping or renting it out, which points to a market that turns over slowly and where sellers tend to price based on genuine improvements rather than speculation. For buyers, that means fewer bidding-war surprises but also fewer freshly renovated listings hitting the market at any given time.
Nearby homes for sale
No active listings inside Highland Lake Add 02 right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Highland Lake Add 02 spans more than a century of construction, from homes built in 1915 through as recent as 2021, with a median living area of 1,502 square feet — a neighborhood built in layers rather than all at once.
Stellar MLS sales records identify 140 homes in Highland Lake that have changed hands since 2004, built between 1951 and 2002 (median 1956), with a median living area of about 1,346 sq ft and a typical 3-bedroom, 2-bath layout; 99% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Highland Lake is best for.
Best for
- Buyers who want an established Clearwater address without HOA dues or amenity fees
- Buyers comfortable budgeting for inspection findings on older systems and structures
- Buyers targeting a moderately sized home near the 1,502-square-foot median rather than a large-format build
Probably not for
- Buyers who want a home built in the last few years with modern code as the baseline
- Buyers who want a managed community pool, clubhouse, or similar shared amenity
- Buyers who need a guaranteed-consistent build quality across the whole subdivision
The market around Highland Lake
Highland Lake is too small for its own price trend, so here is the market around it.
In ZIP 33756, 258 homes are on the market and 14% are under contract — a slower corner of Clearwater.
Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).
In ZIP 33756 (Clearwater), 546 homes closed in the last 12 months at a median of $355K ($257/sq ft), down 2.2% year over year, with a median 44 days on market. Right now 125 active and 25 pending listings put supply at about 4.8 months — a balanced market. See the live ZIP 33756 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Highland Lake specifically. Momentum Research analysis of MLS records.
Highland Lake Add 02 by the numbers
From county property records and closed MLS sales for the Highland Lake Add 02 subdivision: 6 homes on record; built 1954–1965; typical size about 1,477 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2008 | 1 | $195,900 |
| 2009 | 2 | $134,750 |
| 2010 | 2 | $143,600 |
| 2011 | 1 | $110,000 |
Newest recorded sale: $110,000 on 2011-08-19.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Highland Lake buying strategy.
If we were buying in Highland Lake today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Highland Lake.
Reading a century of construction on one street
With 866 homes ranging from pre-World War I builds to homes finished in 2021, this is not a subdivision with a single architectural identity. Buyers should expect original construction, additions, and full rebuilds sitting side by side, which means the listing description and inspection report carry more weight here than in a neighborhood built in one phase.
There is no community amenity package identified from current MLS listings — no clubhouse, pool, or HOA-run facility to factor into the value equation. That simplifies the math: what you are paying for is the home and the lot, not a bundle of shared infrastructure, which also means monthly carrying costs are less likely to include an HOA assessment.
The location and the amenities are priced into every listing in Highland Lake. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood spanning more than a century of construction, the difference between a well-updated 1958 home and one that has never been touched is not always visible in photos. We walk every property with that history in mind, and we help you weigh renovation condition against the numbers before you write an offer.
Highland Lake in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Highland Lake buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highland Lake sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Lake, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Highland Lake home worth?
Get a no-obligation home value based on real comparable sales in Highland Lake, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Clearwater →
Should you buy in Highland Lake?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2006 (13 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Highland Lake Add 02 fits the bigger picture — live prices, inventory, and Momentum Scores:
Schools serving nearby communities
We do not have a confirmed school assignment for Highland Lake. These are the public schools most often assigned to other communities in ZIP 33756 / 33764; zones change and vary by address, so confirm with the district before you buy.
- Belcher Elementary School · Elementary · FLDOE grade A (assigned to 3 nearby communities)
- Oak Grove Middle School · Middle · FLDOE grade B (assigned to 3 nearby communities)
- Clearwater High School · High · FLDOE grade A (assigned to 3 nearby communities)
- Oak Grove Middle · Public · FLDOE grade B (assigned to 2 nearby communities)
- Clearwater High · Public · FLDOE grade A (assigned to 2 nearby communities)
Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).
Common questions about Highland Lake
Where is Highland Lake?
Highland Lake is a community in Clearwater, Pinellas County, Florida, ZIP 33756 / 33764.
How many homes are in Highland Lake?
County property records list 6 homes in Highland Lake, built between 1954 and 1965; the typical home is about 1,477 heated square feet.
What do homes in Highland Lake sell for?
Highland Lake has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2011 (1 sale, median $110,000). For context, ZIP 33756 has 258 homes on the market with 14% under contract.
Are there homes for sale in Highland Lake right now?
No active listings inside Highland Lake at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Highland Lake have an HOA or CDD?
No HOA is on record for Highland Lake in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
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